Iconic Harkaway Farm: A Prestigious Connecticut Georgian Colonial Estate Listed for $16.75 Million
Set behind impressive stone pillars and stately gates, 50 Dingletown Rd in Greenwich, Connecticut, is more than just a home—it is an enduring legacy. Known as Harkaway Farm, the Georgian Colonial estate was originally built in 1900 and carefully reimagined in 2025. Spanning 13,031 square feet with 5 bedrooms and 9 bathrooms, the residence is set on 7.37 lush acres with protected conservation land ensuring privacy.
The estate’s elegant interiors balance old-world craftsmanship with modern luxury. Upon entry, soaring ceilings and natural light define the formal living room, exquisite paneled library, and grand dining room. The circular solarium overlooks Oakley Pond, offering serene views year-round.
“The owner has honored the history of this property while adding extraordinary modern comforts,” listing agent Francine Ehrlich of Sotheby’s International Realty told Luxury Houses Magazine. “It’s a rare combination of timeless architecture and contemporary design.”
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Interiors Designed for Grandeur and Comfort
The main level includes a chef’s kitchen with a fireplace, a bright family room, and a solarium perfect for entertaining. The library, crafted from East Indian Laurel Wood, showcases unparalleled detail. Upstairs, the expansive primary suite features dual baths, dressing rooms, and custom closets. Three additional en-suite bedrooms and a private one-bedroom apartment create versatile living options.
A private elevator connects all levels, while the lower floor transforms into a wellness haven with a gym, sauna, steam room, massage suite, and spa facilities. The outdoor living space is equally compelling, with a 65-foot heated pool, outdoor fireplace, and sweeping terraces designed for gatherings.
“What distinguishes 50 Dingletown Rd is its ability to feel both palatial and inviting,” Ms. Ehrlich explained to Luxury Houses. “Families can live comfortably here, while also entertaining on the grandest scale.”
SEE MORE: Legendary Connecticut Estate with Celebrity History Listed for $9.9 Million
A Rich Sales History Reflecting Market Strength
As with many premier Greenwich Real Estate properties, Harkaway Farm has a distinguished sales history. Public records show the home last sold in 2006 for $9 million. It returned to the market in 2023 at $21.9 million before adjusting in line with market conditions. In March 2025, the estate sold for $16.9 million before being relisted at its current asking price of $16.75 million.
This trajectory underscores the continued resilience of Connecticut Real Estate, where luxury homes attract both domestic and international buyers seeking security, prestige, and long-term value.
“Greenwich remains one of the most sought-after markets in the country, and this property embodies why,” said Ms. Ehrlich. “Its location, privacy, and design create a truly unmatched offering.”
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The Greenwich Lifestyle
Beyond the gates of 50 Dingletown Rd, residents are moments from Downtown Greenwich, where luxury boutiques, art galleries, and fine dining establishments line Greenwich Avenue. The community offers some of the nation’s best private schools, as well as recreational opportunities along Long Island Sound. The estate also benefits from excellent transport links, with direct access to New York City in under an hour via Metro-North or I-95.
The combination of lifestyle, heritage, and location makes this property a standout in the competitive market of Connecticut Real Estate. It offers an unparalleled balance of convenience and tranquility, appealing to buyers seeking a permanent residence or a legacy estate.
A Legacy Opportunity
For those who appreciate refined living, 50 Dingletown Rd is more than a home—it is a statement of enduring elegance. With its storied past, meticulous renovation, and exceptional amenities, Harkaway Farm continues to stand as one of the crown jewels of Greenwich Real Estate.
Interested buyers can view the full listing on Zillow or through Sotheby’s International Realty.
* This property might not for sale at the moment you read this post; please check property status at the above Zillow or Agent website links*
More Homes in Connecticut here:
- Iconic Harkaway Farm: A Prestigious Connecticut Georgian Colonial Estate Listed for $16.75 Million
- Unparalleled Modern Estate Overlooking Lake Waramaug Listed for $7.995 Million
- Legendary Connecticut Estate with Celebrity History Listed for $9.9 Million
- Timeless Elegance Awaits at This $4.75M Stone Manor Estate in Connecticut
